AU645510B2 - Latex containing oxazoline for industrial coatings - Google Patents

Latex containing oxazoline for industrial coatings Download PDF

Info

Publication number: AU645510B2
Authority: AU; Australia
Prior art keywords: monomer; coating formulation; industrial coating; oxazoline; copolymer
Prior art date: 1990-12-03
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Ceased

Application number

AU67687/90A

Other languages

English (en)

Other versions

AU6768790A (en

Inventor

James G. Galloway

William H. Keskey

Daniel B. Rice

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Dow Chemical Co

Original Assignee

Dow Chemical Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1990-12-03

Filing date

1990-12-04

Publication date

1994-01-20

1990-12-03 Priority to CA002031352A priority Critical patent/CA2031352A1/en

1990-12-04 Priority to AU67687/90A priority patent/AU645510B2/en

1990-12-04 Application filed by Dow Chemical Co filed Critical Dow Chemical Co

1990-12-07 Priority to AT90123580T priority patent/ATE122064T1/de

1990-12-07 Priority to DE69019158T priority patent/DE69019158T2/de

1990-12-07 Priority to ES90123580T priority patent/ES2071729T3/es

1990-12-07 Priority to EP90123580A priority patent/EP0489941B1/de

1990-12-07 Priority to DK90123580.4T priority patent/DK0489941T3/da

1992-06-18 Publication of AU6768790A publication Critical patent/AU6768790A/en

1994-01-20 Application granted granted Critical

1994-01-20 Publication of AU645510B2 publication Critical patent/AU645510B2/en

2010-12-04 Anticipated expiration legal-status Critical

Status Ceased legal-status Critical Current

Links

239000004816 latex Substances 0.000 title claims abstract description 29
229920000126 latex Polymers 0.000 title claims abstract description 27
IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 title claims abstract description 24
239000006115 industrial coating Substances 0.000 title claims abstract description 15
239000000178 monomer Substances 0.000 claims abstract description 76
239000000203 mixture Substances 0.000 claims description 25
229920001577 copolymer Polymers 0.000 claims description 18
238000009472 formulation Methods 0.000 claims description 17
125000000217 alkyl group Chemical group 0.000 claims description 12
229910052739 hydrogen Inorganic materials 0.000 claims description 12
239000001257 hydrogen Substances 0.000 claims description 12
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 11
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
-1 vinylidene halide Chemical class 0.000 claims description 9
239000000049 pigment Substances 0.000 claims description 8
125000003118 aryl group Chemical group 0.000 claims description 7
150000002367 halogens Chemical class 0.000 claims description 6
125000002947 alkylene group Chemical group 0.000 claims description 5
230000000052 comparative effect Effects 0.000 claims description 5
229910052736 halogen Inorganic materials 0.000 claims description 5
125000000962 organic group Chemical group 0.000 claims description 5
125000001931 aliphatic group Chemical group 0.000 claims description 4
150000001993 dienes Chemical class 0.000 claims description 4
229920002554 vinyl polymer Polymers 0.000 claims description 4
125000004432 carbon atom Chemical group C* 0.000 claims description 3
239000013530 defoamer Substances 0.000 claims description 3
239000002270 dispersing agent Substances 0.000 claims description 3
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 2
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
AFSIMBWBBOJPJG-UHFFFAOYSA-N ethenyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC=C AFSIMBWBBOJPJG-UHFFFAOYSA-N 0.000 claims description 2
239000003381 stabilizer Substances 0.000 claims description 2
239000000126 substance Substances 0.000 claims description 2
239000002562 thickening agent Substances 0.000 claims description 2
229920001567 vinyl ester resin Polymers 0.000 claims description 2
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
239000000080 wetting agent Substances 0.000 claims description 2
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract description 11
150000003839 salts Chemical class 0.000 abstract description 8
238000010348 incorporation Methods 0.000 abstract 1
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
239000003973 paint Substances 0.000 description 9
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 8
LPIQIQPLUVLISR-UHFFFAOYSA-N 2-prop-1-en-2-yl-4,5-dihydro-1,3-oxazole Chemical group CC(=C)C1=NCCO1 LPIQIQPLUVLISR-UHFFFAOYSA-N 0.000 description 6
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 6
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
238000000034 method Methods 0.000 description 5
229920000642 polymer Polymers 0.000 description 5
238000006116 polymerization reaction Methods 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical class CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
239000002253 acid Substances 0.000 description 4
150000001252 acrylic acid derivatives Chemical class 0.000 description 4
150000001732 carboxylic acid derivatives Chemical class 0.000 description 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical group C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
238000000576 coating method Methods 0.000 description 2
239000010960 cold rolled steel Substances 0.000 description 2
239000003431 cross linking reagent Substances 0.000 description 2
238000007720 emulsion polymerization reaction Methods 0.000 description 2
150000002431 hydrogen Chemical class 0.000 description 2
125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
238000002156 mixing Methods 0.000 description 2
PMJHHCWVYXUKFD-UHFFFAOYSA-N piperylene Natural products CC=CC=C PMJHHCWVYXUKFD-UHFFFAOYSA-N 0.000 description 2
238000003756 stirring Methods 0.000 description 2
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
HUHVJSXYULHZJW-ZDUSSCGKSA-N (4s)-4-benzyl-2-thiophen-3-yl-4,5-dihydro-1,3-oxazole Chemical compound C([C@@H](N=1)CC=2C=CC=CC=2)OC=1C=1C=CSC=1 HUHVJSXYULHZJW-ZDUSSCGKSA-N 0.000 description 1
IWHJPYXAFGKABF-UHFFFAOYSA-N 1,1-dibromoethene Chemical class BrC(Br)=C IWHJPYXAFGKABF-UHFFFAOYSA-N 0.000 description 1
LCPVQAHEFVXVKT-UHFFFAOYSA-N 2-(2,4-difluorophenoxy)pyridin-3-amine Chemical compound NC1=CC=CN=C1OC1=CC=C(F)C=C1F LCPVQAHEFVXVKT-UHFFFAOYSA-N 0.000 description 1
SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
VPJOGDPLXNTKAZ-UHFFFAOYSA-N 2-methylpropanoic acid;2,2,4-trimethylpentane-1,3-diol Chemical compound CC(C)C(O)=O.CC(C)C(O)C(C)(C)CO VPJOGDPLXNTKAZ-UHFFFAOYSA-N 0.000 description 1
RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
239000004215 Carbon black (E152) Chemical class 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
OXOPJTLVRHRSDJ-SNAWJCMRSA-N [(e)-but-2-enyl] 2-methylprop-2-enoate Chemical compound C\C=C\COC(=O)C(C)=C OXOPJTLVRHRSDJ-SNAWJCMRSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
125000005250 alkyl acrylate group Chemical group 0.000 description 1
XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
239000000908 ammonium hydroxide Substances 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
INLLPKCGLOXCIV-UHFFFAOYSA-N bromoethene Chemical compound BrC=C INLLPKCGLOXCIV-UHFFFAOYSA-N 0.000 description 1
239000011248 coating agent Substances 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
239000008367 deionised water Substances 0.000 description 1
229910021641 deionized water Inorganic materials 0.000 description 1
MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Chemical class 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
239000002609 medium Substances 0.000 description 1
150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
125000005395 methacrylic acid group Chemical group 0.000 description 1
LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
238000010979 pH adjustment Methods 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000003209 petroleum derivative Substances 0.000 description 1
QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
239000006254 rheological additive Substances 0.000 description 1
ZIWRUEGECALFST-UHFFFAOYSA-M sodium 4-(4-dodecoxysulfonylphenoxy)benzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCOS(=O)(=O)c1ccc(Oc2ccc(cc2)S([O-])(=O)=O)cc1 ZIWRUEGECALFST-UHFFFAOYSA-M 0.000 description 1
CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000010959 steel Substances 0.000 description 1
150000003440 styrenes Chemical class 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Paints Or Removers (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Compositions Of Macromolecular Compounds (AREA)
Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

AU67687/90A 1990-12-03 1990-12-04 Latex containing oxazoline for industrial coatings Ceased AU645510B2 (en)

Priority Applications (7)

Application Number	Priority Date	Filing Date	Title
CA002031352A CA2031352A1 (en)	1990-12-03	1990-12-03	Latex containing oxazoline for industrial coatings
AU67687/90A AU645510B2 (en)	1990-12-03	1990-12-04	Latex containing oxazoline for industrial coatings
DE69019158T DE69019158T2 (de)	1990-12-03	1990-12-07	Industrielle Beschichtungsmittel mit Oxazolinlatex.
ES90123580T ES2071729T3 (es)	1990-12-03	1990-12-07	Recubrimientos industriales con latex de oxazolina.
AT90123580T ATE122064T1 (de)	1990-12-03	1990-12-07	Industrielle beschichtungsmittel mit oxazolinlatex.
EP90123580A EP0489941B1 (de)	1990-12-03	1990-12-07	Industrielle Beschichtungsmittel mit Oxazolinlatex
DK90123580.4T DK0489941T3 (da)	1990-12-03	1990-12-07	Industrielle belægninger indeholdende oxazolinlatex

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
CA002031352A CA2031352A1 (en)	1990-12-03	1990-12-03	Latex containing oxazoline for industrial coatings
AU67687/90A AU645510B2 (en)	1990-12-03	1990-12-04	Latex containing oxazoline for industrial coatings
EP90123580A EP0489941B1 (de)	1990-12-03	1990-12-07	Industrielle Beschichtungsmittel mit Oxazolinlatex

Publications (2)

Publication Number	Publication Date
AU6768790A AU6768790A (en)	1992-06-18
AU645510B2 true AU645510B2 (en)	1994-01-20

Family

ID=27155714

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU67687/90A Ceased AU645510B2 (en)	1990-12-03	1990-12-04	Latex containing oxazoline for industrial coatings

Country Status (7)

Country	Link
EP (1)	EP0489941B1 (de)
AT (1)	ATE122064T1 (de)
AU (1)	AU645510B2 (de)
CA (1)	CA2031352A1 (de)
DE (1)	DE69019158T2 (de)
DK (1)	DK0489941T3 (de)
ES (1)	ES2071729T3 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5300602A (en) *	1992-03-30	1994-04-05	Nippon Shokubai Co., Ltd.	Process for producing water-soluble polymer and water-soluble polymer
US5294662A (en) *	1993-04-15	1994-03-15	Minnesota Mining And Manufacturing Company	Aqueous fluorochemical compositions and coatings therefrom
AU2016299778A1 (en)	2015-07-29	2018-03-08	Basf Se	Aqueous dispersion of an oxazoline group-containing polymer

Citations (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4508869A (en) *	1983-06-14	1985-04-02	The Dow Chemical Company	Latexes of polymers having pendant coreactive and oxazoline groups
JPH02115283A (ja) *	1988-10-26	1990-04-27	Nippon Shokubai Kagaku Kogyo Co Ltd	自動車補修塗料用樹脂組成物
JPH05110837A (ja) *	1991-09-04	1993-04-30	Agfa Corp	電子ハーフトーン・スクリーニング法におけるスクリーニング頻度の増倍方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4474923A (en) *	1983-06-14	1984-10-02	The Dow Chemical Company	Self-curable latex compositions

1990
- 1990-12-03 CA CA002031352A patent/CA2031352A1/en not_active Abandoned
- 1990-12-04 AU AU67687/90A patent/AU645510B2/en not_active Ceased
- 1990-12-07 DK DK90123580.4T patent/DK0489941T3/da active
- 1990-12-07 ES ES90123580T patent/ES2071729T3/es not_active Expired - Lifetime
- 1990-12-07 DE DE69019158T patent/DE69019158T2/de not_active Expired - Lifetime
- 1990-12-07 EP EP90123580A patent/EP0489941B1/de not_active Expired - Lifetime
- 1990-12-07 AT AT90123580T patent/ATE122064T1/de not_active IP Right Cessation

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4508869A (en) *	1983-06-14	1985-04-02	The Dow Chemical Company	Latexes of polymers having pendant coreactive and oxazoline groups
JPH02115283A (ja) *	1988-10-26	1990-04-27	Nippon Shokubai Kagaku Kogyo Co Ltd	自動車補修塗料用樹脂組成物
JPH05110837A (ja) *	1991-09-04	1993-04-30	Agfa Corp	電子ハーフトーン・スクリーニング法におけるスクリーニング頻度の増倍方法

Also Published As

Publication number	Publication date
DE69019158D1 (de)	1995-06-08
DE69019158T2 (de)	1995-09-07
ATE122064T1 (de)	1995-05-15
ES2071729T3 (es)	1995-07-01
EP0489941B1 (de)	1995-05-03
AU6768790A (en)	1992-06-18
CA2031352A1 (en)	1992-06-04
EP0489941A1 (de)	1992-06-17
DK0489941T3 (da)	1995-10-02

Publication	Publication Date	Title
US5344867A (en)	1994-09-06	Vinylidene chloride emulsion interpolymer composition
US4740546A (en)	1988-04-26	Aqueous dispersion of vinyl copolymer resin
AU674326B2 (en)	1996-12-19	Multi-stage polymers having alkali-soluble and alkali- insoluble stages
EP0609756A2 (de)	1994-08-10	Latexlackzusammensetzungen aus mehrstufigen Polymeren ohne organische Lösungsmitteln
CA2057768A1 (en)	1992-06-23	Polymer-coated precast concrete
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